Sarasota Rentals
From $1010 per night (USD)VRBO
Siesta Key Designer Home: *Pool, Gardens, Luxury*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retrea ...
From $1010 per night (USD)VRBO
From $203 per night (USD)Expedia
Tropical Beach\/Town Studio Prime Mainland Location
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Siesta Beach/Town Prime Location! Designers lush tropical home location in posh residential area. Live like a local! You ...
From $203 per night (USD)Expedia
From $1157 per night (USD)VRBO
St. Armand's Canal-Front Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
St. Armand's Canal-Front Pool Home steps to the beach! This gem of an estate has been completely rebuilt and remodeled. ...
From $1157 per night (USD)VRBO
From $283 per night (USD)Expedia
Lido Beach 1\/4 Block \/ St Armand's Circle \/ Pool At Beach, Aptartment Building
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The apartment is a 2B/2B located 1/4 block to Lido Beach. Approximately 5-7 min walk to St. Armand's Circle. Olympic si ...
From $283 per night (USD)Expedia
From $262 per night (USD)VRBO
Mid-Century 3\/2 Near Downtown\/Siesta Key\/SMH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3/2 + bright designated office space is newly renovated with large fenced yard, screened front patio and private la ...
From $262 per night (USD)VRBO
From $653 per night (USD)Expedia
Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $653 per night (USD)Expedia
From $309 per night (USD)VRBO
Oceanfront Home w\/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $309 per night (USD)VRBO
From $393 per night (USD)Expedia
Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This open concept living space has a fireplace, dining area that seats up to 8 for family gatherings, high-end stainless ...
From $393 per night (USD)Expedia
From $298 per night (USD)VRBO
Family-Friendly Oasis - Salt Water Pool - Minutes From Beaches & Entertainment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
As of January 2023 our pool has been converted to a salt water system instead of chlorine. Better for your skin, better ...
From $298 per night (USD)VRBO
From $459 per night (USD)Expedia
Adorable Lido Beach Home- walk to beach and St. Armand's
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shop ...
From $459 per night (USD)Expedia
From $190 per night (USD)VRBO
Charming Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $190 per night (USD)VRBO
From $1488 per night (USD)Expedia
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $1488 per night (USD)Expedia
From $574 per night (USD)VRBO
Beautiful West of The Trail Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $574 per night (USD)VRBO
From $469 per night (USD)Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $469 per night (USD)Expedia
From $394 per night (USD)VRBO
Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Las Flores: Your Ideal Getaway in Sarasota Welcome to Villa Las Flores, a stunning duplex retreat offering the pe ...
From $394 per night (USD)VRBO
From $417 per night (USD)Expedia
Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luna Nueva, a magnificent Siesta Key rental home that can be rented out separately or combined with its siste ...
From $417 per night (USD)Expedia
From $785 per night (USD)VRBO
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
From $785 per night (USD)VRBO
From $227 per night (USD)Expedia
Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $227 per night (USD)Expedia
From $526 per night (USD)VRBO
Perfect for Groups! 2 Kings, 7 Twins, Saltwater Pool + Game Area | MCM
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to SunSota – Your Mid-Century Modern Florida Retreat! Escape to SunSota, a stylish and spacious mid-century mode ...
From $526 per night (USD)VRBO
From $164 per night (USD)Expedia
Near Siesta Key - single story pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: House is ready after Hurricane Milton. All ceramic floors with new kitchen including granite counter tops, dish ...
From $164 per night (USD)Expedia
Click For PricingVRBO
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
Click For PricingVRBO
From $286 per night (USD)Expedia
2BR Beachy Speakeasy In St Armand's w\/ Rooftop Deck & Lounge. Walk to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Step into Spring Break or book your summer holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle ...
From $286 per night (USD)Expedia
From $292 per night (USD)VRBO
Downtown Sarasota near Lido and Siesta
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota on famous Burns Court. The house is full of light with f ...
From $292 per night (USD)VRBO
From $252 per night (USD)Expedia
Pool, Lake & Sunset Views: Home in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
2,000 Sq Ft | Furnished Patio | 4 Mi to Red Bug Slough Preserve Nestled in a tranquil community, this 3-bed, 2-bath hom ...
From $252 per night (USD)Expedia
From $380 per night (USD)VRBO
Modern near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $380 per night (USD)VRBO
From $320 per night (USD)Expedia
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)Expedia
From $362 per night (USD)VRBO
GORGEOUS New Apt. SUPER CLEAN. Bicycles are available!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $362 per night (USD)VRBO
From $380 per night (USD)Expedia
LUXE GETAWAY! New Apt, E-SCOOTERS Available, Corporate, Nurses welcome. Disney+
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $380 per night (USD)Expedia
From $160 per night (USD)VRBO
Coastal Sarasota Condo: Minutes to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $160 per night (USD)VRBO
From $118 per night (USD)Expedia
Close to Beaches, Downtown, everything Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, and more! 2/2 with comfy ...
From $118 per night (USD)Expedia
From $197 per night (USD)VRBO
Mid-Century 1\/1 Near Downtown\/Siesta Key\/SMH\/Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This 1/1 unit is newly renovated with full kitchen, privately fenced patio and yard and private laundry. Walk to Arling ...
From $197 per night (USD)VRBO
From $259 per night (USD)Expedia
Sarasota home 15 mins to Siesta Key Beach {Namaste at the Beach}
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated 3 bdrm 2 ba home in the heart of Sarasota. Minutes away from the country's top beaches, including ...
From $259 per night (USD)Expedia
From $167 per night (USD)VRBO
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $167 per night (USD)VRBO
From $471 per night (USD)Expedia
3 Bedroom House North End of Siesta Key - Short Walk To Shell Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
At the Banyan Tree Cottage, experience quintessential Sarasota with fun art deco decor mixed with modern conveniences. ...
From $471 per night (USD)Expedia
From $132 per night (USD)VRBO
Serene Sarasota Florida Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated 3 bedroom/2bath cottage home in a quiet 55+community. Two of the bedrooms have a queen bed and the third bed ...
From $132 per night (USD)VRBO
From $234 per night (USD)VRBO
Light and Airy and Private, Great Location, Historic Neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden ...
From $234 per night (USD)VRBO
From $216 per night (USD)VRBO
Across from Lido Beach Pavillon, 1 BR, 1 BA w\/pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $216 per night (USD)VRBO
From $1834 per night (USD)Expedia
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1834 per night (USD)Expedia
From $319 per night (USD)VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $319 per night (USD)VRBO
From $318 per night (USD)Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $318 per night (USD)Expedia
From $289 per night (USD)VRBO
STEPS TO LIDO BEACH
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The apartment is located 1/4 block to Lido Beach and about 5-7 minutes walk to world famous St. Armand's Circle. Restau ...
From $289 per night (USD)VRBO
From $122 per night (USD)Expedia
Pet-Friendly Downtown Sarasota House-3BR\/2BA for Couples,Friends, Beaches 7mins
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our private and comfy house located in the heart of Downtown Area, just 2 minutes away by walking! Our house ...
From $122 per night (USD)Expedia
From $605 per night (USD)VRBO
Siesta Key Oasis with a pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Certificate number (VR22-00130) Welcome to our little Siesta Key Oasis, Take it easy at this unique and tranquil getawa ...
From $605 per night (USD)VRBO
From $195 per night (USD)Expedia
Casa Azul 2Bed\/1Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $195 per night (USD)Expedia
From $156 per night (USD)VRBO
Quaint and classy golf course villa in the Meadows
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This one bedroom/ one bath villa is in the heart of the Meadows community. This pleasant community is surrounded by w ...
From $156 per night (USD)VRBO
From $156 per night (USD)Expedia
Peaceful And Private Unit, With Cover Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This unit it's the perfect place to stay in Sarasota, you will enjoy your visit to Sarasota staying with us, because th ...
From $156 per night (USD)Expedia
From $309 per night (USD)VRBO
Bayview Cottage - Cozy Cottage near Siesta Key by Gulfcoast Holiday Homes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in a picturesque neighborhood, this cottage boasts a rich history and character that tells a story. Enjoy the ja ...
From $309 per night (USD)VRBO
From $368 per night (USD)Expedia
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
************************************ The month of January 2026 is Available ******************************* Designer-own ...
From $368 per night (USD)Expedia
From $233 per night (USD)VRBO
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED\/2BATH & SLEEPS 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)VRBO
From $153 per night (USD)Expedia
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SarasotaCottageRentals SEEKING LONG TERM TENANTS AUGUST 12th THRU DECEMBER 2024. WE BOOK BY THE CALENDAR MONTH. Occa ...
From $153 per night (USD)Expedia
From $164 per night (USD)VRBO
Nicely decorated comfortable 2 bedroom 2 bathroom condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Vacation Rental Condo Association Approval Required. Application Will be sent after property is booked. Welcom ...
From $164 per night (USD)VRBO
From $247 per night (USD)Expedia
Beautiful Home,4BR\/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful home includes 4 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO ...
From $247 per night (USD)Expedia
Click For PricingVRBO
beachfront condo on 6th floor of the longboat key club resort !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For PricingVRBO
From $210 per night (USD)Expedia
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $210 per night (USD)Expedia
Click For PricingVRBO
Stay this close to all Sarasota has to offer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
Click For PricingVRBO
From $694 per night (USD)Expedia
Mid-Century Home w\/ Guesthouse Near Downtown\/Siesta Key\/SMH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 3/2 + office + attached 1/1 guesthouse is newly renovated with large fenced yard, screened front patio and 2 washer ...
From $694 per night (USD)Expedia
From $157 per night (USD)VRBO
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $157 per night (USD)VRBO
From $212 per night (USD)Expedia
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $212 per night (USD)Expedia
From $286 per night (USD)VRBO
STEPS TO LIDO BEACH , short walk to ST. ARMAND’S CIRCLE, near LIDO KEY RESORT\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The apartment is located 1/4 Block to Lido Beach and about 5-7 min walk to world famous St. Armand's Circle. Restaurant ...
From $286 per night (USD)VRBO
From $517 per night (USD)Expedia
1\/10 mile to Lido Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright and sunny remodeled and updated beach home featuring wood beamed ceilings and new bamboo wood floors, with three ...
From $517 per night (USD)Expedia
From $245 per night (USD)VRBO
STEPS TO LIDO BEACH & ST. ARMAND’S CIRCLE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
2 min walk to Lido Beach, public pool and Lido Resort Hotel. Short walk to St. Armond's Circle. King size bed; sofa i ...
From $245 per night (USD)VRBO
From $268 per night (USD)Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful 4-bedroom, 2-bathroom home on Siesta Key is perfect for families or groups looking for a luxurious and re ...
From $268 per night (USD)Expedia
From $130 per night (USD)VRBO
DOWNTOWN SARASOTA - Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
From $130 per night (USD)VRBO
From $440 per night (USD)Expedia
2Bd+2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $440 per night (USD)Expedia
From $156 per night (USD)VRBO
The Cozy Beach Suite of Sunny Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $156 per night (USD)VRBO
From $151 per night (USD)VRBO
Roomy & Quiet Sarasota Condo Close to Siesta Key and downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in picturesque Orchid Oaks, this 1,365 square foot 2 bedroom/2bath condo was recently updated with new paint, ce ...
From $151 per night (USD)VRBO
From $1004 per night (USD)VRBO
Beach Residences Beachfront 4 BR Membership Ritz
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breat ...
From $1004 per night (USD)VRBO
From $302 per night (USD)Expedia
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $302 per night (USD)Expedia
From $428 per night (USD)VRBO
Private Beach 1 Block To Lido Beach. 1\/2 Mile St. Armand Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $428 per night (USD)VRBO
From $148 per night (USD)Expedia
The Empty Nest is Sweet Private Suite, 15 minutes to everything.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy two-room sweet suite is located close to downtown Sarasota, University Town Center, and only 15 minutes from a ...
From $148 per night (USD)Expedia
From $200 per night (USD)VRBO
Tropical Oasis in Gillespie Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaceful and centrally-located duplex in the historic Gillespie Park neighborhood. Listing is for Unit B. A 2 bedroom/1 ...
From $200 per night (USD)VRBO
From $475 per night (USD)Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)Expedia
From $678 per night (USD)VRBO
Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $678 per night (USD)VRBO
Click For PricingExpedia
Enjoy Rooftop Views, Pool Fun, & Bikes 5 Mins from Lido Beach - Smooth Sailing
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Smooth Sailing by Lido Key Vacations Home in Lido Key, FL 34236 VR23-00022 Minimum stay duration of 7 days/nights Welco ...
Click For PricingExpedia
From $321 per night (USD)VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $321 per night (USD)VRBO
From $365 per night (USD)Expedia
Pool Home, Steps to Secluded Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $365 per night (USD)Expedia
From $114 per night (USD)VRBO
Charming Private Garden Cottage hide away in the heart of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $114 per night (USD)VRBO
From $232 per night (USD)Expedia
Sarasota Bay Views Luxury Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our luxury waterfront modern beach condo is beautifully situated with sweeping sunset views over Sarasota Bay. Close to ...
From $232 per night (USD)Expedia
From $624 per night (USD)VRBO
Sarasota's Gem | Private Pool, Hot Tub, Putting Green!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
BNB Breeze Presents: Sarasota's Gem! Experience this stunning beach home in the heart of Sarasota! Located just 15 minut ...
From $624 per night (USD)VRBO
From $319 per night (USD)Expedia
Moroccan Bungalow | Design Home w\/ Saltwater Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Moroccan Bungalow! Step into the enchanting world of the Moroccan Bungalow. This spacious coastal ...
From $319 per night (USD)Expedia
From $1321 per night (USD)VRBO
Bearded Oaks | Oasis w\/ Private Pool + HOT TUB!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
BNB Breeze Presents: Bearded Oaks! This captivating 2,600 sq. ft vacation home is located in the heart of Sarasota, just ...
From $1321 per night (USD)VRBO
From $421 per night (USD)Expedia
Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Sandy Feet Retreat! Experience this entertaining and inviting home in the heart of Sarasota, Flori ...
From $421 per night (USD)Expedia
From $430 per night (USD)VRBO
The Airy Bungalow | Outdoor Oasis w\/ Private Pool + Outdoor Kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
BNB Breeze Presents: The Airy Bungalow! Experience our newly-enhanced retreat, located in the heart of Sarasota, just 1 ...
From $430 per night (USD)VRBO
From $592 per night (USD)Expedia
Sea Esta | Private Saltwater POOL + Putting Green!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Sea Esta! Experience this stunning, newly-renovated home in the heart of Sarasota, located just 10 ...
From $592 per night (USD)Expedia
From $420 per night (USD)VRBO
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w\/ Private Pool & Large Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the Ultimate in Luxury at Ventana Rosa – Your Siesta Key Escape Discover the essence of luxury and tranquili ...
From $420 per night (USD)VRBO
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Joyful pool home near downtown Sarasota and beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Great house with all the commodities that you need to relax and spend a nice vacation. The open-plan living/dining/famil ...
Click For PricingExpedia
From $234 per night (USD)VRBO
Historic Cottage in Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 1937 home, called the Doll House, was used by the Ringling Circus for performers. Rumor has it that the Doll Family ...
From $234 per night (USD)VRBO
From $171 per night (USD)Expedia
Welcome to your perfect beachside getaway at Lido Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your dream vacation spot on Lido Key! Just steps away from the beautiful white sands of Lido Beach and a mere ...
From $171 per night (USD)Expedia
From $191 per night (USD)VRBO
Home within walking distance from downtown, peaceful nature surrounds the home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This three bedroom, two bath home is a wonderful place to relax and rejuvenate, enjoy the surroundings and the location. ...
From $191 per night (USD)VRBO
From $150 per night (USD)Expedia
Stoneybrook Golf Course Condo - 18th Fairway View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY IS MORE SUITABLE FOR COUPLES WHO PREFER A LONGER TERM STAY. This gorgeous, beautifully furnished, spaciou ...
From $150 per night (USD)Expedia
From $490 per night (USD)VRBO
Luxury 3\/3 with Heated Pool, Spa, & Putting Green!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near dow ...
From $490 per night (USD)VRBO
From $614 per night (USD)Expedia
BEACHY PARADISE close to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! This spacious and bright pool and jacuzzi home will immerse you into a luxurious be ...
From $614 per night (USD)Expedia
From $146 per night (USD)VRBO
Cozy and comfy 2\/2 apartment in a great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful two bedroom apartment in a well-maintained gated community, with beautiful fountains that are softly lighted a ...
From $146 per night (USD)VRBO
From $233 per night (USD)Expedia
Beautiful 2 bedroom 2 bath perfect location across the street from lido beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is the perfect location barefoot steps to lido beach. large 2 bedroom 2 bath king size beds in both bedrooms. ...
From $233 per night (USD)Expedia
From $264 per night (USD)VRBO
Sarasota Gateway Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located in the heart of the safe/quiet downtown Alta Vista neighborhood of Sarasota! You are centrally locate ...
From $264 per night (USD)VRBO
From $634 per night (USD)Expedia
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $634 per night (USD)Expedia
From $220 per night (USD)VRBO
Tropical Oasis Near Siesta Key Beach, Air Purifier, 6 Beds, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully remodeled and fully furnished home is a rare find! It has the best of everything: Convenient access t ...
From $220 per night (USD)VRBO
From $235 per night (USD)Expedia
Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...
From $235 per night (USD)Expedia
From $325 per night (USD)VRBO
Sarasota Show House Executive Luxury Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $325 per night (USD)VRBO
From $1574 per night (USD)Expedia
Siesta Key Retreat Sarasota Florida
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Located on Siesta Key on a dead end street is our 4 bedroom 3 bath home spacious enough for a large family gathering. ...
From $1574 per night (USD)Expedia